Sales Associate – Sadie – Montreal

We are hiring at Sadie for a Sales Associate to join our rapidly growing team in Montreal!

We have an exciting opportunity for a high-energy, self-driven, ambitious Sales Associate to accelerate Sadie's market expansion. You will be responsible for the entire sales cycle – from outbound prospecting and cold calling to following up and closing deals. The ideal candidate thrives in a fast-paced environment, isn't afraid of the phone, and has a natural ability to build rapport and close business.

Prior experience in hospitality or service-based industries is a strong plus (but not required). This is a great opportunity to sell an innovative AI solution that's solving real pain points for small and medium-sized businesses.

Sadie AI is an AI-powered virtual receptionist designed to enhance restaurant reservations and customer interactions. Sadie AI is at the forefront of innovation, serving customers across various industries with cutting-edge AI technology solutions.

At Sadie AI, we empower service businesses with AI-driven solutions to streamline customer interactions and optimize operations. From securing bookings with payment guarantees to handling FAQs and sending SMS notifications, Sadie is your 24/7 virtual receptionist.

Our mission is to simplify the way businesses manage calls, reservations, and customer inquiries, so you can focus on delivering exceptional service. Whether you're in hospitality, restaurants, or any customer-facing industry, Sadie ensures you never miss a call or a chance to connect.

Sadie is always on, always learning, and always adapting to your business needs.

Let's transform the way you connect with your customers, one call at a time.

Here is a little window into our company: Sadie is a 24/7 AI-powered receptionist that helps restaurants answer calls, take reservations, and manage customer requests – without missing a beat. Whether it's booking a table, answering common questions, or filtering out spam calls, Sadie makes sure your front of house runs smoothly, even when you're busy. With Sadie, restaurants save time, capture more bookings, and never miss another call. Sadie AI is part of Valsoft. Valsoft was founded in 2015 in Montreal, Canada. Our focus is to acquire and grow vertical market software businesses that provide mission-critical solutions in their respective niche markets. So far, we have acquired over 120+ businesses across 25+ industries and have 3000+ employees across 14+ countries. In 2023, Great Place to Work® named Valsoft one of the best workplaces in the financial services industry.

The successful candidate will be based anywhere within a commutable distance of our office in Saint-Laurent, Montreal, working in an on-site work model!

What your day will look like:

• Cold Outreach: Call and connect with a high volume of businesses daily (lists provided) to introduce them to Sadie and qualify leads
• Lead Nurturing: Follow up diligently via phone, email, or other channels to move prospects through the funnel
• Sales Presentations: Confidently present the Sadie value proposition, tailor messaging to the business type, and overcome objections
• Pipeline Management: Track all interactions and progress using CRM tools to ensure follow-up and pipeline accuracy
• Closing Deals: Own the full sales cycle and consistently close new business
• Feedback Loop: Share learnings and objections from the field to improve scripts, pitch materials, and product positioning
• Performance Tracking: Meet or exceed weekly and monthly activity and sales targets

About You:

• 2+ years in a B2B sales role, ideally with full-cycle responsibilities (cold outreach + closing)
• 2+ years' experience in SaaS or the hospitality industry
• Comfortable making a high volume of outbound calls each day
• Strong communication and persuasion skills – able to think on your feet and handle objections with confidence
• Highly organized, persistent, and goal-driven
• Experience using a CRM to manage leads and opportunities
• A genuine interest in technology and AI products
• Previous experience in hospitality, wellness, or service-based businesses is a plus
• Self-motivated and comfortable working independently in a fast-paced, remote environment
• Demonstrates a commitment to consistent, high-quality work and attention to detail in every stage of the sales process
• Strong desire to use data to improve workflows and actively collaborate with marketing and product to refine messaging, targeting, and the overall funnel through data-backed feedback
• Fluent in English, both written and verbal, is essential
• Must be legally authorized to work in Canada

To learn more about Sadie, please visit our website:www.heysadie.ai

We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted.